Aromatic Compounds Containing Nitrogen - Result Question 27
####28. Aniline reacts with mixed acid (conc. $HNO _3$ and conc. $H _2 SO _4$ ) at $288 K$ to give $P(51 \text{\%}), Q(47 \text{\%})$ and $R$ $(2 \text{\%})$. The major product(s) of the following sequence is (are)
Major product(s)
(2018 Adv.)
(a)
(b)
(c)
(d)
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Answer:
Correct Answer: 28. (d)
Solution:
- Given, Aniline $\xrightarrow[\text { Conc. } H _2 SO _4]{\text { Conc. } HNO _3+} \underset{(51 \text{\%})}{P}+\underset{(47 \text{\%})}{Q}+\underset{(2 \text{\%})}{R}$
Then $P, Q$ and $R$ will be
Its given $\quad R \xrightarrow[\text {(ii) } Br _2, CH _3 COOH \text{(i)} Ac _2 O, \text{pyridine} \text { (iii) } H _3 O^{+}] S \text{(iv)} NaNO _2, HCl / 273-278 K\text{(v)} EtOH, \Delta$
Now from $S$ to major products its given.
$$ S \xrightarrow[\substack{\text { (3) } NaNO _2, HCl / 273-278 K \\ \text { (4) } H _3 PO _2}]{\substack{\text { (1) } Sn / HCl \\ \text { (2) } Br _2 / H _2 O \text { (Excess) }}} \text { Major product } $$
1, 3, 4, 5-tetrabromobenzene
Hence, only (d) is the correct answer.